Methyl Isocyanate → HCID 23504874, compound

Participants

Reaction Steps

1-(6-Aminoindan-1-ylmethyl)-4-(4-fluorophenyl)piperidine, 2a (3 g) was dissolved in dichloromethane (140 ml) and methylisocyanate (0.53 g) was added. The solution was refluxed for 4 hours. Dichloromethane was evaporated and the remaining crude title compound was purified by column chromatography on silica gel (eluted with 4% triethylamine in ethyl acetate). The pure title compound 5a crystallized from diethyl ether. Yield: 0.8 g, mp: 170-173° C. 1H NMR (CDCl3): δ 1.70-1.90 (m, 5 H); 2.00-2.15 (m, 2 H); 2.20-2.35 (m, 1 H); 2.35-2.55 (m, 2 H); 2.60 (dd, 1 H); 2.80 (d, 3 H); 2.75-2.95 (m, 2 H); 3.05 (broad d; 2 H); 3.30 (qui, 1 H); 4.95 (q, 1 H); 6.55 (s, 1 H); 6.90-7.00 (m, 3 H); 7.10-7.25 (m, 3 H); 7.35 (s, 1 H)

Provenance & Evidence